First Time in a Bra

Every story begins somewhere, so tell us how you got started crossdressing. Only one (1) topic per member, please!

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ElizabethAnn
Miss Crystal Goddess
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First Time in a Bra

Post by ElizabethAnn »

During the past three years my breast have been developing naturally -without hormones- until I now have a substantial chest for someone of my gender, height and weight (5’10”, 170lbs and can legitimately and snugly fill a 36B with considerable cleavage) which makes wearing a bra somewhat of a necessity as well as difficult to conceal against my slim build, which I still try to do because I’m an awkwardly shy, modest girl. Despite my efforts Sara, a long time friend of ours noticed my breast while visiting in our home and recommended to Barbara, my SO, she speak to me about the necessity of wearing a bra. The conversation that evening was embarrassing and disconcerting for me as Barbara gently convinced me of something we both already knew, I needed to be wearing a bra. The next afternoon I returned home from work filled with anxiety as she showed me the two bras she had purchased that morning. The first was soft, white, lacy number with thin straps and band which seemed almost dainty compare to my wife’s, the second was a more substantial exercise bra worn by pulling it over my head like most of the bras I now prefer to wear. I was shaking nervously when I held up my arms and allowed her to slide the straps up and over my shoulders and as she looked into my eyes she reached behind me and hooked me into my first bra. As she made the necessary adjustments to the straps I was surprised by the sensation as the weight of each breast transferred and was supported by my shoulders. Even now I’m fascinated by the sensation when I unhook my bra and allow it to slide down my arms by the transfer of their weight from my shoulders to my chest – I don’t know if that explanation makes sense. I don’t think most men understand the amount of weight; especially our full-figured wives and daughters must carry in their breast. As I stared in a mirror I was shocked to see a large amount of my breast exposed over the top and center of my bra, which gave the appearance of much larger boobs. Even with Barbara’s loving and encouraging words, having her see me strapped in a bra I felt vulnerable, with a tremendous loss of my masculine pride and began making reasons for taking it off; such as, the wires are uncomfortable pressed into my breast, it will be too hot, people will notice I’m wearing a bra, etc. She carefully listened to these excuses before explaining to me, “We’ve already discussed these issues and we both agreed wearing a bra is necessary and you’ll eventually get use to wearing a bra and will learn to appreciate the comfort and support it provides for your breast so I suggest you start getting use to wearing it now, just like any ‘woman’ must.” Even though she has continued to be an understanding, loving wife through this training process, looking back I think that statement was pivotal, as she has gradually become the more assertive partner in our relationship leaving me to seek a much different identity. I would never have worn a bra if I had not developed breast or If Barbara had been an abusive bitch during this time.
Barbara continues to be an avid supporter of my breast training and insists I wear snug fitting bras at all times and has taught me several breast and shoulder exercises which she says will help them to be higher, firmer, rounder, with a more pleasant shape, and more centered so they will fit in bras designed for real women. In the beginning she held my hand, both literally and emotionally, until I began getting use to wearing bras in public, something I admit I’m still not totally comfortable with. Even though my chest may not be noticeable to the casual observer, I cannot hold up to close scrutiny and on several occasions I sensed people staring at my chest when they are speaking to me as if to guess what’s beneath my blouse, leaving me feeling humiliated.

Elizabeth Ann


Once again I’d like to inquire about the women from the filter-post, men and bras, message board and hope more than a few have landed on this site. They are special, understanding people who were very supportive as a new and nervous Elizabeth Ann was first coming into her own.
Elizabeth Ann
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Carol Ann
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Post by Carol Ann »

Hi Elizabeth Ann :) , I wear a 36C which like you I fill out completely. My wife doesn't mine at all and is very support of me in my dressing. In fact I wear my bra nearly all the time, with it I am more pronounced without it I still have breast . And yes people will look if they think you are wearing a bra but who cares. In time you too will be comfortable out in public. (--) Carol Ann
Dixie Darling
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Post by Dixie Darling »

Elizabeth,

Maybe I'm wrong here, but I saw nothing in your post that indicated you were a crossdresser. I'm under the impression that you've never worn any feminine clothes or undergarments before.

So I have a couple of questions that might guide me, and the others on this forum, in what we might post in replies to you.

Have you crossdressed before, and if so do you have guilt feelings about it?

Judging from your post it seems that your wife may be encouraging you to crossdress by introducing you to your first bra and insisting that you get used to wearing it. Do you sense that she might be encouraging you to wear other articles of feminine clothing in a sort of progression to a point where you are dressed entirely as a woman?

If she IS trying to encourage you to dress enfemme, what are YOUR views on the matter?

Answering these questions will help those of us here to better understand your situation, your views, and therefore to reply accordingly.

Dixie http://www.geocities.com/senorita_cd
"If you're going to LOOK like a lady, then ACT like one too!"
LaurenD
Miss Silver Goddess
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Location: NorthCentral Florida

Post by LaurenD »

Hi Elizabeth -- It's good to see you here from the old filterpost forum. There are several of us who've come over here and hopefully there'll be more. It would be nice to have a forum like we had at filterpost. :P
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Kerri
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Post by Kerri »

:-k
Anne,
I dont understand. Dont get me wrong, I'm not knocking you, but why do you need to wear a bra? You may have prominent male breast tissue but surely it is fatty tissue and needing no support.

I knew guys many years ago with very respectable bust-lines in the RAF.
They never ever considered the need to wear a bra.

I suspect your looking for justification for wanting to wear a bra. Which is fine. I wish I had a bust to fill my bra. It has got to be better than the 1.6 Kg of portable silicon I carry around with me.

Mind you this has its advantages, because I can adjust my bust size according to the outfit I am trying to squeeze into.

best regards

Kerri
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Ginny
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Post by Ginny »

Kerry wrote::-k
Anne,
I dont understand. Dont get me wrong, I'm not knocking you, but why do you need to wear a bra? You may have prominent male breast tissue but surely it is fatty tissue and needing no support.

I knew guys many years ago with very respectable bust-lines in the RAF.
They never ever considered the need to wear a bra.

I suspect your looking for justification for wanting to wear a bra. Which is fine. I wish I had a bust to fill my bra. It has got to be better than the 1.6 Kg of portable silicon I carry around with me.

Mind you this has its advantages, because I can adjust my bust size according to the outfit I am trying to squeeze into.

best regards

Kerri
unless it's gynecomastia, which I understand is female-type breast tissue (nodules and all).

I'm also confused.
Ginny

fantasy in a leotard
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Kerri
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Post by Kerri »

Good Point Ginny,

##oo##
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Chrissie
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Post by Chrissie »

Sue wrote:Hi Elizabeth Ann.

I wear a bra whenever I can as like you. I like the soft seamless fairly plain types best , as they seem to fit better than the wired types. Like you I do love the feel of bras , as you are always aware of them when you have them on. I do however often wear a bra underneath ordinary clothes when I go out on my own. I think a bra more than any other garment makes you feel like a real woman.
keep dressing and enjoy

Love Sue
I agree with Sue. I love bras! I like seamless, and for under clothes, I like stretchy ones (Calvin Klein). They always remind me that I'm Chrissie!

xoxo
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Lydia
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Post by Lydia »

A side effect of anti-hypertension and prostate-reducing drugs was my proud aquisition of real boobs. They have reached size AA, and not likely to go larger. I should add that it is very diffficult to find size 40AA bras. But fun.

Hugs,

Lydia
"There comes a time ... when you must grasp the bull by the tail and face the situation."
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